CA2379567A1 - Heterogeneous epoxidation catalyst - Google Patents

Heterogeneous epoxidation catalyst Download PDF

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Publication number
CA2379567A1
CA2379567A1 CA002379567A CA2379567A CA2379567A1 CA 2379567 A1 CA2379567 A1 CA 2379567A1 CA 002379567 A CA002379567 A CA 002379567A CA 2379567 A CA2379567 A CA 2379567A CA 2379567 A1 CA2379567 A1 CA 2379567A1
Authority
CA
Canada
Prior art keywords
titanium
surface area
highly active
epoxidation catalysts
epoxidation catalyst
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA002379567A
Other languages
French (fr)
Other versions
CA2379567C (en
Inventor
Yuan-Zhang Han
Edrick Morales
Robert G. Gastinger
Kevin M. Carroll
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Lyondell Chemical Technology LP
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2379567A1 publication Critical patent/CA2379567A1/en
Application granted granted Critical
Publication of CA2379567C publication Critical patent/CA2379567C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D301/00Preparation of oxiranes
    • C07D301/02Synthesis of the oxirane ring
    • C07D301/03Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
    • C07D301/19Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic hydroperoxides
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J21/00Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/06Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • B01J21/063Titanium; Oxides or hydroxides thereof
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J29/00Catalysts comprising molecular sieves
    • B01J29/89Silicates, aluminosilicates or borosilicates of titanium, zirconium or hafnium
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/02Impregnation, coating or precipitation
    • B01J37/0201Impregnation
    • B01J37/0209Impregnation involving a reaction between the support and a fluid
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/02Impregnation, coating or precipitation
    • B01J37/0238Impregnation, coating or precipitation via the gaseous phase-sublimation

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epoxy Compounds (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Highly active and selective epoxidation catalysts are prepared by combining high surface area silica support or the like, having surface area greater than 1100 m2/g, with a titanium source. The titanium source is a non-oxygenated hydrocarbon solution of a titanium halide or a vapor stream of titanium tetrachloride. The impregnated support is then calcined at an elevated temperature (preferably, in a substantially oxygen-free atmosphere), and, optionally, reacted with water and/or silylated. The resulting materials are highly active heterogeneous epoxidation catalysts for the reaction of olefins with organic hydroperoxides.
CA002379567A 1999-09-28 2000-08-08 Heterogeneous epoxidation catalyst Expired - Fee Related CA2379567C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US09/407,489 US6114552A (en) 1999-09-28 1999-09-28 Heterogeneous epoxidation catalyst
US09/407,489 1999-09-28
PCT/US2000/021594 WO2001023371A1 (en) 1999-09-28 2000-08-08 Heterogeneous epoxidation catalyst

Publications (2)

Publication Number Publication Date
CA2379567A1 true CA2379567A1 (en) 2001-04-05
CA2379567C CA2379567C (en) 2008-10-28

Family

ID=23612310

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002379567A Expired - Fee Related CA2379567C (en) 1999-09-28 2000-08-08 Heterogeneous epoxidation catalyst

Country Status (14)

Country Link
US (2) US6114552A (en)
EP (1) EP1218365B1 (en)
JP (1) JP4638104B2 (en)
KR (1) KR100638174B1 (en)
CN (1) CN1234699C (en)
AT (1) ATE282029T1 (en)
AU (1) AU6625300A (en)
BR (1) BR0014321A (en)
CA (1) CA2379567C (en)
DE (1) DE60015781T2 (en)
ES (1) ES2226900T3 (en)
MX (1) MXPA02002567A (en)
TW (1) TW500720B (en)
WO (1) WO2001023371A1 (en)

Families Citing this family (29)

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MY131860A (en) * 2000-06-21 2007-09-28 Shell Int Research Process for preparation of catalyst and use there of
US7067673B2 (en) * 2001-02-19 2006-06-27 Lonza Ag Process and catalyst for the preparation of acetylpyridines
US6712398B1 (en) * 2002-09-20 2004-03-30 Fox Bindery, Inc. Removable insert assemblies and methods for making
US6872679B2 (en) * 2002-09-20 2005-03-29 Arco Chemical Technology, L.P. Heterogeneous catalyst regeneration
US6583300B1 (en) 2002-10-17 2003-06-24 Arco Chemical Technology, L.P. Epoxidation system with fixed bed reactors
US7294727B2 (en) * 2002-12-02 2007-11-13 Shell Oil Company Catalyst preparation
CN1720097A (en) * 2002-12-02 2006-01-11 国际壳牌研究有限公司 Process for the preparation of epoxidation catalysts
JP2006507933A (en) * 2002-12-02 2006-03-09 シエル・インターナシヨナル・リサーチ・マートスハツペイ・ベー・ヴエー Method for preparing epoxidation catalyst and method for preparing epoxide
US7270742B2 (en) * 2003-03-13 2007-09-18 Lyondell Chemical Technology, L.P. Organosulfur oxidation process
US20040178121A1 (en) * 2003-03-13 2004-09-16 Leyshon David W. Organosulfur oxidation process
BRPI0412080A (en) * 2003-06-30 2006-09-05 Shell Int Research processes for the preparation of an epoxidation catalyst and for the preparation of alkylene oxide
US7144499B2 (en) * 2003-11-26 2006-12-05 Lyondell Chemical Technology, L.P. Desulfurization process
US7314545B2 (en) * 2004-01-09 2008-01-01 Lyondell Chemical Technology, L.P. Desulfurization process
US20050227863A1 (en) * 2004-03-31 2005-10-13 Council Of Scientific And Industrial Research Process for aryl-aryl carbon to carbon bond formation by arylation of aryl halide or an aromatic compound
US20050260238A1 (en) * 2004-05-13 2005-11-24 L'oreal Cosmetic compositions comprising wholly hydrophilic block copolymers and particular anti-fungal agents
CA2588111A1 (en) * 2004-11-16 2006-05-26 Hyperion Catalysis International, Inc. Method for preparing single walled carbon nanotubes
CN102728352A (en) * 2005-07-27 2012-10-17 切夫里昂菲利普化学有限责任公司 Selective hydrogenation catalyst and methods of making and using same
CN101437609A (en) * 2006-05-02 2009-05-20 国际壳牌研究有限公司 Titanium catalyst, its preparation and its use in epoxidation reactions
US7735998B2 (en) * 2006-10-25 2010-06-15 Volk Donald A Multi-layered multifocal lens with blended refractive index
CN101555236B (en) * 2009-05-22 2012-05-16 湖北大学 High-selectivity epoxidation method of olefin catalyzed by nano-SiO2 material and H2O2 liquid phase
WO2012010491A1 (en) 2010-07-19 2012-01-26 Shell Internationale Research Maatschappij B.V. Epoxidation process
EP3216520B1 (en) 2012-02-07 2024-07-17 Basf Se Molding containing a zeolitic mww type material containing ti and zn and use thereof as a catalyst
US9296714B2 (en) 2012-02-07 2016-03-29 Basf Se Micropowder and molding containing a zeolitic material containing Ti and Zn
SG11201605483XA (en) 2014-01-22 2016-08-30 Lyondell Chemical Tech Lp Method of preparing epoxidation catalysts
CN106536049A (en) * 2014-07-18 2017-03-22 利安德化学技术有限公司 Complexes useful as active components in supported epoxidation catalysts
SG11201705972RA (en) 2015-02-17 2017-08-30 Lyondell Chemical Tech Lp Epoxidation catalysts based on metal alkoxide pretreated supports
WO2017080962A1 (en) 2015-11-09 2017-05-18 Shell Internationale Research Maatschappij B.V. Catalyst preparation
KR101992075B1 (en) 2015-12-02 2019-06-21 라이온델 케미칼 테크놀로지, 엘.피. Catalyst containing brookite type titanium
CN107224993B (en) 2017-05-25 2019-12-13 万华化学集团股份有限公司 preparation method of olefin epoxidation catalyst

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK132544C (en) * 1970-01-22 1976-05-24 Shell Int Research PROCEDURE FOR THE PREPARATION OF A SILICINE DIOXIDE-TITANOXIDE CATALYST SUITABLE FOR THE PREPARATION OF OXIRANIUM COMPOUNDS FROM THE TRADING OF OLEPHINIC UNSATATED CARBONHYDROXHYDRIDS
US3829392A (en) * 1970-10-01 1974-08-13 Shell Oil Co Heterogeneous catalysts for olefin epoxidation
US4021454A (en) * 1971-08-19 1977-05-03 Shell Oil Company Olefin epoxidation
US3923843A (en) * 1972-03-13 1975-12-02 Shell Oil Co Epoxidation process with improved heterogeneous catalyst
GB8729555D0 (en) * 1987-12-18 1988-02-03 Shell Int Research Alkylation process
GB8813484D0 (en) * 1988-06-08 1988-07-13 Shell Int Research Process for preparation of oxirane compound
US5243114A (en) * 1992-09-08 1993-09-07 Mobil Oil Corporation Oligomerization of alpha-olefins over layered silicate compositions containing pillars of silica and group VIB metal oxide
JP3777437B2 (en) * 1996-03-21 2006-05-24 独立行政法人産業技術総合研究所 Hydrocarbon partial oxidation method and catalyst for partial oxidation
US6042807A (en) * 1997-04-02 2000-03-28 Arco Chemical Technology, L.P. Tellurium-containing molecular sieves
ES2213285T3 (en) * 1997-05-05 2004-08-16 Arco Chemical Technology, L.P. EPOXIDATION PROCEDURE USING A COMPOSITION OF IMPROVED HETEROGENEO CATALYST.
US6011162A (en) * 1997-05-05 2000-01-04 Arco Chemical Technology, L.P. Epoxidation process using improved heterogeneous catalyst composition
US5905051A (en) * 1997-06-04 1999-05-18 Wu; An-Hsiang Hydrotreating catalyst composition and processes therefor and therewith

Also Published As

Publication number Publication date
ATE282029T1 (en) 2004-11-15
JP2003510315A (en) 2003-03-18
BR0014321A (en) 2002-05-28
CN1376152A (en) 2002-10-23
JP4638104B2 (en) 2011-02-23
DE60015781T2 (en) 2005-12-15
ES2226900T3 (en) 2005-04-01
CA2379567C (en) 2008-10-28
EP1218365A1 (en) 2002-07-03
DE60015781D1 (en) 2004-12-16
KR100638174B1 (en) 2006-10-26
US6383966B1 (en) 2002-05-07
EP1218365A4 (en) 2002-10-30
AU6625300A (en) 2001-04-30
EP1218365B1 (en) 2004-11-10
US6114552A (en) 2000-09-05
WO2001023371A1 (en) 2001-04-05
KR20020032628A (en) 2002-05-03
CN1234699C (en) 2006-01-04
TW500720B (en) 2002-09-01
MXPA02002567A (en) 2002-10-23

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Effective date: 20110808